Helping enterprises adopt AI
and change how they work.

I lead AI and enterprise transformation end to end: finding the workflow worth changing, redesigning how it runs, driving adoption with the people who have to trust it, and measuring the result. I work in regulated, high-stakes environments, embedded with the teams doing the work.

SKILLS AND SERVICES

Selected work

Research, systems, and human judgment
Data literacy · Assessment concept

A starting point that fits you.

Role requirementsYour knowledgeLearning path
Before using a dataset, how would you establish whether it is suitable for your task?
Use the most recently downloaded version.
Check its source, freshness, and quality.
Choose the dataset with the most records.
Illustrative reconstruction of assessment logic; not an original USAA screen.
01 / USAA · Enterprise data transformation

data literacy

Led research, team development, and an adaptive learning experience for a workforce of tens of thousands.

Research leadershipAdaptive assessmentLearning experience
A job title told us what someone needed to know. It didn’t tell us what they already knew.
INFOX / A clearer route to enterprise data
BeforeWhere do I ask?Siloed sources, hard-to-find forms, and request bottlenecks.
Design responseGuide the request.Complete required fields, contextual explanations, and short instructional videos.
Reported team outcome
Previously 30–60 days~24 hours
Reconstructed workflow summary. Turnaround figures are based on recollection; original reporting is being recovered.
02 / USAA InfoX · Workflow transformation

enterprise experience design

Research, initial concepts, design direction, and contractor supervision for a launched enterprise product.

Complex workflowsUsability testingCross-functional delivery
When a tooltip still couldn’t explain the task, I designed a short video to help people complete it.
Indoor Environmental Professional Institute logo
Brand identityDigital experienceCourse structure
Recovered original logo asset. Venture prepared for launch; not publicly launched.
03 / IEPI · AI in practice

AI-assisted design & education

Helping two founders build the brand, website, curriculum, and course materials for a professional education venture.

AI output evaluationCurriculum structureBrand direction
I removed repetition and unnecessary complexity from generated course outlines—and restored missing foundations.

Skills and Services

AI and generative design
Human-in-the-loop workflows, prompt design and iteration, model output evaluation (quality, consistency, failure cases), transparency, control, and recovery patterns, generative UX, custom-trained model workflows (LoRA).
Research
End-to-end studies (planning, recruiting, moderating), interviews, usability testing, surveys, concept validation, turning findings into roadmap decisions.
Design
Interaction design, systems thinking across UI, data, and workflow, information architecture, design standards, prototyping.
Prototyping and code
Python and Jupyter notebooks, JavaScript, Java, HTML and CSS, Figma prototyping.
Product and collaboration
Zero-to-one products, working with PM, engineering, data, and content partners, stakeholder communication, leading designers.
Domain
Financial services and other trust-critical, regulated environments.
Methodologies
User-centered design, design thinking, agile delivery, evaluative and generative research, iterative prototyping.
Soft skills
Systems thinking, storytelling and influence, comfort with ambiguity, collaboration, mentoring, a responsible-AI mindset (transparency, fairness, user empowerment).

About me

I lead enterprise transformation in regulated, high-stakes environments. At USAA I diagnosed workflow and capability gaps across departments, designed the solutions, drove adoption across tens of thousands of employees, and measured the results, working with executive sponsors up to the CEO alongside data science, engineering, product, and enablement teams. Earlier, at Accenture Federal Services, I built and tested enterprise software, which taught me how systems are built, break, and ship.

Since 2023, I’ve been building from zero. I designed and edited an illustrated children’s book series, trained a custom character model, and built a repeatable image-generation workflow across Adobe Firefly, ChatGPT, and Claude, evaluating each output for consistency and quality. I also helped two founders build a professional education venture, covering its legal setup, branding, website, course publishing preparation, and marketing.

Download my résumé ↗
Let’s connect

Clearer experiences start
with better questions.

Austin / San Antonio · Open to AI transformation, adoption, and evaluation opportunities. · jillianwysoki@gmail.com

Connect on LinkedIn ↗
Selected case study